Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789010Generated: October 27, 2026

2,3-Dichlorobenzaldehyde → 5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/1789010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichlorobenzaldehydeHCID 35745—
ReactantMethyl 4-fluoro-3-oxobutanoateHCID 14170515—
ReactantCyclopentyl 3-aminobut-2-enoateHCID 66992092—
SolventEthyl AcetateHCID 8857—
Product5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylateHCID 7009052728.6%

Reaction Steps

2,3-Dichlorobenzaldehyde (1.31 g, 7.5 mmoles), methyl 4-fluoro-3-oxobutanoate (1.0 g, 7.5 mmoles) and cyclopentyl 3-amino-2-butenoate (1.26 g, 7.5 mmoles) were heated at 90° with stirring under nitrogen for 2.5 hours. The reaction mixture was dissolved in ethyl acetate, dried (MgSO4) and the solvent was removed in vacuo. The residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures. The title compound (0.95 g) was obtained after crystallisation from petroleum ether (60°-80) mp 148°-50°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686217
Source datasetuspto-grants-1987_08
ORD IDord-5099b83648494d408f4009e510dc0900
Source noteuspto-grants-1987_08